研究者基本情報

• PhD in Chemistry, University Frankfurt, 1997年03月

• https://researchmap.jp/benjamin-list

• https://jglobal.jst.go.jp/detail?JGLOBAL_ID=202101017345606398

• 202101017345606398

• 修士課程, 総合化学院
• 博士課程, 総合化学院

研究活動情報

• 2021年, TCR Lecture,100th CSJ Annual Meeting, Japan
• 2021年, Herbert C. Brown Award 2022 for Creative Reasearch in Synthetic Methodes
• 2021年, Nobel Prize in Chemistry
• 2019年, Herbert C. Brown Lecture, Purdue University, Indiana, USA
• 2019年, Web of Science Citation Laureate™ in Chemistry
• 2018年, Member of the German National Academy of Science Leopoldina

• Catalytic Asymmetric Hydration of Alkenes.
  Hibiki Hatano; Vitor Alcantara Fernandes; Subrata Mukherjee; Chendan Zhu; Akito Takahira; Pingyu Jiang; Mingoo Jin; Yu Harabuchi; Ruben Staub; Min Gao; Alexandre Varnek; Satoshi Maeda; Nobuya Tsuji; Benjamin List
  Journal of the American Chemical Society, 2026年06月02日, ［国際誌］
  英語, 研究論文（学術雑誌）, The asymmetric Markovnikov hydration of alkenes to alcohols, transforming abundant feedstock chemicals and water into synthetically versatile building blocks, has long remained inaccessible. The reaction is inherently reversible because of unfavorable entropy, preventing asymmetric induction. While lowering the temperature should favor product formation in principle, such conditions are normally incompatible with the required protonation of simple alkenes and with maintaining a homogeneous reaction mixture. Here we show that this long-standing limitation is overcome by making catalytic activity viable under cryogenic conditions. Using confined strong Bro̷nsted acid catalysts and solvent-organized hydrogen-bonding networks that facilitate protonation of otherwise unreactive alkenes, we achieve a highly enantioselective hydration of electronically neutral alkenes with water. This thermodynamic temperature dependence also allows conversion of racemic tertiary alcohols into enantioenriched forms through a one-pot formal deracemization. Experimental and computational studies indicate that perfluorinated solvents form extended hydrogen-bonding networks that enhance both reactivity and stereocontrol. These findings establish a general strategy for overcoming fundamental constraints imposed by reversibility.
• Catalytic asymmetric fragmentation of cyclopropanes
  Ravindra Krushnaji Raut; Satoshi Matsutani; Fuxing Shi; Shuta Kataoka; Margareta Poje; Benjamin Mitschke; Satoshi Maeda; Nobuya Tsuji; Benjamin List
  Science, 2024年10月11日, ［査読有り］
  研究論文（学術雑誌）
• Highly Acidic Electron-Rich Brønsted Acids Accelerate Asymmetric Pictet–Spengler Reactions by Virtue of Stabilizing Cation–π Interactions
  Manuel J. Scharf; Nobuya Tsuji; Monika M. Lindner; Markus Leutzsch; Märt Lõkov; Elisabeth Parman; Ivo Leito; Benjamin List
  Journal of the American Chemical Society, American Chemical Society (ACS), 2024年10月03日
  研究論文（学術雑誌）
• Organocatalytic asymmetric synthesis of Si-stereogenic silacycles
  Jung Tae Han; Nobuya Tsuji; Hui Zhou; Markus Leutzsch; Benjamin List
  Nature Communications, 2024年07月11日, ［査読有り］
  研究論文（学術雑誌）
• Catalytic asymmetric cationic shifts of aliphatic hydrocarbons
  Vijay N. Wakchaure; William DeSnoo; Croix J. Laconsay; Markus Leutzsch; Nobuya Tsuji; Dean Tantillo; Benjamin List
  Nature, 2024年01月11日, ［査読有り］
  英語, 研究論文（学術雑誌）, AbstractAsymmetric catalysis is an advanced area of chemical synthesis, but the handling of abundantly available, purely aliphatic hydrocarbons has proven to be challenging. Typically, heteroatoms or aromatic substructures are required in the substrates and reagents to facilitate an efficient interaction with the chiral catalyst. Confined acids have recently been introduced as tools for homogenous asymmetric catalysis, specifically to enable the processing of small unbiased substrates1. However, asymmetric reactions in which both substrate and product are purely aliphatic hydrocarbons have not previously been catalysed by such super strong and confined acids. We describe here an imidodiphosphorimidate-catalysed asymmetric Wagner–Meerwein shift of aliphatic alkenyl cycloalkanes to cycloalkenes with excellent regio- and enantioselectivity. Despite their long history and high relevance for chemical synthesis and biosynthesis, Wagner–Meerwein reactions utilizing purely aliphatic hydrocarbons, such as those originally reported by Wagner and Meerwein, had previously eluded asymmetric catalysis.
• Direct Regioselective Dehydrogenation of α‐Substituted Cyclic Ketones
  Sebastian Armin Schwengers; Gabriela Guillermina Gerosa; Tynchtyk Amatov; Naoki Yasukawa; Sebastian Brunen; Markus Leutzsch; Benjamin Mitschke; Grigory Shevchenko; Benjamin List
  Angewandte Chemie International Edition, Wiley, 2023年06月20日
  研究論文（学術雑誌）
• A Catalytic Asymmetric Hydrolactonization
  Rajat Maji; Santanu Ghosh; Oleg Grossmann; Pinglu Zhang; Markus Leutzsch; Nobuya Tsuji; Benjamin List
  Journal of the American Chemical Society, American Chemical Society ({ACS}), 2023年04月12日, ［査読有り］
  英語, 研究論文（学術雑誌）
• Organocatalytic DYKAT of Si-Stereogenic Silanes
  Hui Zhou; Roberta Properzi; Markus Leutzsch; Paola Belanzoni; Giovanni Bistoni; Nobuya Tsuji; Jung Tae Han; Chendan Zhu; Benjamin List
  Journal of the American Chemical Society, 145, 9, 4994, 5000, American Chemical Society ({ACS}), 2023年03月08日
  英語, 研究論文（学術雑誌）
• Predicting Highly Enantioselective Catalysts Using Tunable Fragment Descriptors**
  Nobuya Tsuji; Pavel Sidorov; Chendan Zhu; Yuuya Nagata; Timur Gimadiev; Alexandre Varnek; Benjamin List
  Angewandte Chemie International Edition, 62, 11, Wiley, 2023年02月06日
  研究論文（学術雑誌）
• Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers
  Hui Zhou; Jung Tae Han; Nils Nöthling; Monika M. Lindner; Judith Jenniches; Clemens Kühn; Nobuya Tsuji; Li Zhang; Benjamin List
  Journal of the American Chemical Society, 144, 23, 10156, 10161, American Chemical Society ({ACS}), 2022年06月15日
  英語, 研究論文（学術雑誌）
• Unified Approach to Imidodiphosphate-Type Brønsted Acids with Tunable Confinement and Acidity
  Sebastian A. Schwengers; Chandra Kanta De; Oleg Grossmann; Joyce A. A. Grimm; Natascha R. Sadlowski; Gabriela G. Gerosa; Benjamin List
  Journal of the American Chemical Society, 143, 36, 14835, 14844, American Chemical Society (ACS), 2021年09月15日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Confinement-Controlled, Either syn- or anti-Selective Catalytic Asymmetric Mukaiyama Aldolizations of Propionaldehyde Enolsilanes
  Tynchtyk Amatov; Nobuya Tsuji; Rajat Maji; Lucas Schreyer; Hui Zhou; Markus Leutzsch; Benjamin List
  Journal of the American Chemical Society, 143, 36, 14475, 14481, American Chemical Society (ACS), 2021年09月15日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Azine Activation via Silylium Catalysis
  Carla Obradors; Benjamin List
  Journal of the American Chemical Society, 143, 18, 6817, 6822, American Chemical Society (ACS), 2021年05月12日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Catalytic Asymmetric Synthesis of Unprotected β2-Amino Acids
  Chendan Zhu; Francesca Mandrelli; Hui Zhou; Rajat Maji; Benjamin List
  Journal of the American Chemical Society, 143, 9, 3312, 3317, American Chemical Society (ACS), 2021年03月10日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• The Smelling Principle of Vetiver Oil, Unveiled by Chemical Synthesis
  Jie Ouyang; Hanyong Bae; Samuel Jordi; Quang Minh Dao; Sandro Dossenbach; Stefanie Dehn; Julia B. Lingnau; Chandra Kanta De; Philip Kraft; Benjamin List
  Angewandte Chemie International Edition, 60, 11, 5666, 5672, Wiley, 2021年03月08日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Strong and Confined Acids Catalyze Asymmetric Intramolecular Hydroarylations of Unactivated Olefins with Indoles
  Pinglu Zhang; Nobuya Tsuji; Jie Ouyang; Benjamin List
  Journal of the American Chemical Society, 143, 2, 675, 680, American Chemical Society (ACS), 2021年01月20日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Catalytic enantiocontrol over a non-classical carbocation
  Roberta Properzi; Philip S. J. Kaib; Markus Leutzsch; Gabriele Pupo; Raja Mitra; Chandra Kanta De; Lijuan Song; Peter R. Schreiner; Benjamin List
  Nature Chemistry, 12, 12, 1174, 1179, Springer Science and Business Media LLC, 2020年12月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo‐Diaza‐Cope Rearrangement
  Gabriela Guillermina Gerosa; Sebastian Armin Schwengers; Rajat Maji; Chandra Kanta De; Benjamin List
  Angewandte Chemie International Edition, 59, 46, 20485, 20488, Wiley, 2020年11月09日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Kinetic Study of Disulfonimide-Catalyzed Cyanosilylation of Aldehydes by Using a Method of Progress Rates
  Zhipeng Zhang; Martin Klussmann; Benjamin List
  Synlett, 31, 16, 1593, 1597, Georg Thieme Verlag KG, 2020年10月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）, Kinetic study of organic reactions, especially multistep catalytic reactions, is crucial to in-depth understanding of reaction mechanisms. Here we report our kinetic study on the chiral disulfonimide-catalyzed cyanosilylation of an aldehyde, which revealed that two molecules of TMSCN are involved in the rate-determining C–C bond-forming step. In addition, the apparent activation energy, enthalpy of activation, and entropy of activation were deduced through a study of the temperature dependence of the reaction rates. More importantly, a novel and efficient method that makes use of the progress rates was developed to treat kinetic data obtained by continuous monitoring of the progress of a reaction by in situ FTIR.
• Confinement as a Unifying Element in Selective Catalysis
  Benjamin Mitschke; Mathias Turberg; Benjamin List
  Chem, 6, 10, 2515, 2532, Elsevier BV, 2020年10月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Chiral Brønsted Acids Catalyze Asymmetric Additions to Substrates that Are Already Protonated: Highly Enantioselective Disulfonimide-Catalyzed Hantzsch Ester Reductions of NH–Imine Hydrochloride Salts
  Benjamin List; Vijay N. Wakchaure; Carla Obradors
  Synlett, 31, 17, 1707, 1712, Georg Thieme Verlag KG, 2020年10月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）, While imines are frequently used substrates in asymmetric Brønsted acid catalysis, their corresponding salts are generally considered unsuitable reaction partners. Such processes are challenging because they require the successful competition of a catalytic amount of a chiral anion with a stoichiometric amount of an achiral one. We now show that enantiopure disulfonimides enable the asymmetric reduction of N–H imine hydrochloride salts using Hantzsch esters as hydrogen source. Our scalable reaction delivers crystalline primary amine salts in great efficiency and enantioselectivity and the discovery suggests potential of this approach in other Brønsted acid catalyzed transformations of achiral iminium salts. Kinetic studies and acidity data suggest a bifunctional catalytic activation mode.
• The Silicon–Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes
  Hui Zhou; Han Yong Bae; Markus Leutzsch; Jennifer L. Kennemur; Diane Bécart; Benjamin List
  Journal of the American Chemical Society, 142, 32, 13695, 13700, American Chemical Society (ACS), 2020年08月12日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene
  Santanu Ghosh; Sayantani Das; Chandra Kanta De; Diana Yepes; Frank Neese; Giovanni Bistoni; Markus Leutzsch; Benjamin List
  Angewandte Chemie International Edition, 59, 30, 12347, 12351, Wiley, 2020年07月20日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Unveiling the Delicate Balance of Steric and Dispersion Interactions in Organocatalysis Using High-Level Computational Methods
  Diana Yepes; Frank Neese; Benjamin List; Giovanni Bistoni
  Journal of the American Chemical Society, 142, 7, 3613, 3625, American Chemical Society (ACS), 2020年02月19日, ［査読有り］
  研究論文（学術雑誌）
• A multi-substrate screening approach for the identification of a broadly applicable Diels–Alder catalyst
  Hyejin Kim; Gabriela Gerosa; Jonas Aronow; Pinar Kasaplar; Jie Ouyang; Julia B. Lingnau; Paul Guerry; Christophe Farès; Benjamin List
  Nature Communications, 10, 1, Springer Science and Business Media LLC, 2019年12月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• IDPi Catalysis
  Lucas Schreyer; Roberta Properzi; Benjamin List
  Angewandte Chemie International Edition, 58, 37, 12761, 12777, Wiley, 2019年09月09日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Deracemizing α‐Branched Carboxylic Acids by Catalytic Asymmetric Protonation of Bis‐Silyl Ketene Acetals with Water or Methanol
  Francesca Mandrelli; Aurélie Blond; Thomas James; Hyejin Kim; Benjamin List
  Angewandte Chemie International Edition, 58, 33, 11479, 11482, Wiley, 2019年08月12日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• A Dendralenic C–H Acid
  Denis Höfler; Richard Goddard; Nils Nöthling; Benjamin List
  Synlett, 30, 04, 433, 436, Georg Thieme Verlag KG, 2019年03月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）, The design and synthesis of a strong, dendralenic C–H acid is described. Crystal structure analyses confirm the proposed structure. Despite the moderate stability of our motif, an application to Brønsted acid catalysis has been explored.
• Strong and Confined Acids Enable a Catalytic Asymmetric Nazarov Cyclization of Simple Divinyl Ketones
  Jie Ouyang; Jennifer L. Kennemur; Chandra Kanta De; Christophe Farès; Benjamin List
  Journal of the American Chemical Society, 141, 8, 3414, 3418, American Chemical Society (ACS), 2019年02月27日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Direct Asymmetric α-Hydroxylation of Cyclic α-Branched Ketones through Enol Catalysis
  Benjamin List; Grigory Shevchenko; Gabriele Pupo
  Synlett, 30, 01, 49, 53, Georg Thieme Verlag KG, 2019年01月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）, Enantiopure α-hydroxy carbonyl compounds are common scaffolds in natural products and pharmaceuticals. Although indirect approaches towards their synthesis are known, direct asymmetric methodologies are scarce. Herein, we report the first direct asymmetric α-hydroxylation of α-branched ketones through enol catalysis, enabling a facile access to valuable α-keto tertiary alcohols. The transformation, characterized by the use of nitrosobenzene as the oxidant and a new chiral phosphoric acid as the catalyst, delivers a good scope and excellent enantioselectivities.
• Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates
  Lucas Schreyer; Philip S. J. Kaib; Vijay N. Wakchaure; Carla Obradors; Roberta Properzi; Sunggi Lee; Benjamin List
  Science, 362, 6411, 216, 219, American Association for the Advancement of Science (AAAS), 2018年10月12日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Scalable and Highly Diastereo- and Enantioselective Catalytic Diels–Alder Reaction of α,β-Unsaturated Methyl Esters
  Tim Gatzenmeier; Mathias Turberg; Diana Yepes; Youwei Xie; Frank Neese; Giovanni Bistoni; Benjamin List
  Journal of the American Chemical Society, 140, 40, 12671, 12676, American Chemical Society (ACS), 2018年10月10日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Brønsted Acid Mediated Direct α-Hydroxylation of Cyclic α-Branched Ketones
  Benjamin List; Grigory Shevchenko; Stefanie Dehn
  Synlett, 29, 17, 2298, 2300, Georg Thieme Verlag KG, 2018年10月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）, We report a Brønsted acid mediated direct α-hydroxylation of cyclic α-branched ketones via a tandem aminoxylation/N–O bond-cleavage process. Nitrosobenzene is used as the oxidant and subsequently promotes the liberation of the free alcohol. The desired products could be isolated in moderate to good yields at a maximum tested scale of 10 mmol. Derivatizations of the obtained products are presented.
• Triflimide: An Overlooked High-Performance Catalyst of the Mukaiyama Aldol Reaction of Silyl Ketene Acetals with Ketones
  Han Yong Bae; Benjamin List
  Chemistry - A European Journal, 24, 52, 13767, 13772, Wiley, 2018年09月18日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Can a Ketone Be More Reactive than an Aldehyde? Catalytic Asymmetric Synthesis of Substituted Tetrahydrofurans
  Sunggi Lee; Han Yong Bae; Benjamin List
  Angewandte Chemie International Edition, 57, 37, 12162, 12166, Wiley, 2018年09月10日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• High Lithium Transference Number Electrolytes Containing Tetratriflylpropene’s Lithium Salt
  J. Popovic; D. Höfler; J. P. Melchior; A. Münchinger; B. List; J. Maier
  The Journal of Physical Chemistry Letters, 9, 17, 5116, 5120, American Chemical Society (ACS), 2018年09月06日, ［査読有り］
  研究論文（学術雑誌）
• An Unexpected α‐Oxidation of Cyclic Ketones with 1,4‐Benzoquinone by Enol Catalysis
  Grigory A. Shevchenko; Barry Oppelaar; Benjamin List
  Angewandte Chemie International Edition, 57, 33, 10756, 10759, Wiley, 2018年08月13日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Approaching sub-ppm-level asymmetric organocatalysis of a highly challenging and scalable carbon–carbon bond forming reaction
  Han Yong Bae; Denis Höfler; Philip S. J. Kaib; Pinar Kasaplar; Chandra Kanta De; Arno Döhring; Sunggi Lee; Karl Kaupmees; Ivo Leito; Benjamin List
  Nature Chemistry, 10, 8, 888, 894, Springer Science and Business Media LLC, 2018年08月, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• A Purely Organic Tricarbanion
  Denis Höfler; Richard Goddard; Julia B. Lingnau; Nils Nöthling; Benjamin List
  Angewandte Chemie International Edition, 57, 27, 8326, 8329, Wiley, 2018年07月02日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• Activation of olefins via asymmetric Brønsted acid catalysis
  Nobuya Tsuji; Jennifer L. Kennemur; Thomas Buyck; Sunggi Lee; Sébastien Prévost; Philip S. J. Kaib; Dmytro Bykov; Christophe Farès; Benjamin List
  Science, 359, 6383, 1501, 1505, American Association for the Advancement of Science (AAAS), 2018年03月30日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters
  Tim Gatzenmeier; Philip S. J. Kaib; Julia B. Lingnau; Richard Goddard; Benjamin List
  Angewandte Chemie International Edition, 57, 9, 2464, 2468, Wiley, 2018年02月23日, ［査読有り］, ［最終著者, 責任著者］
  研究論文（学術雑誌）
• The Activation of Carboxylic Acids via Self-Assembly Asymmetric Organocatalysis: A Combined Experimental and Computational Investigation
  Mattia Riccardo Monaco; Daniele Fazzi; Nobuya Tsuji; Markus Leutzsch; Saihu Liao; Walter Thiel; Benjamin List
  Journal of the American Chemical Society, 138, 44, 14740, 14749, American Chemical Society ({ACS}), 2016年10月, ［査読有り］
  研究論文（学術雑誌）

• 分子化学（化学反応創成学特論）, 2024年, 修士課程, 総合化学院
• 化学反応創成学入門, 2024年, 修士課程, 総合化学院

• Rationally designed catalysis for the enantioselective activation of alkenes
  科学研究費助成事業 基盤研究(B)
  2021年04月 - 2024年03月
  LIST BENJAMIN; SIDOROV PAVEL; 辻 信弥; GIMADIEV TIMUR; 長田 裕也
  日本学術振興会, 基盤研究(B), 北海道大学, 21H01925